Middlefield Vacation Packages 2025 from $952

Middlefield flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

DoubleTree by Hilton Schenectady Downtown

Seward Place

Save 100% on your flight

per person

Jul 9 - Jul 16

found 12 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Albany (ALB)

This hotel features an indoor pool, a gym, and a restaurant. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A 24-hour business center, a terrace, and a garden are also on offer.

Hotel Brookmere & Arbor Spa

Save 100% on your flight

per person

Jul 9 - Jul 16

found 12 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Albany (ALB)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.

Lodges At Cresthaven

Save 100% on your flight

per person

Jul 9 - Jul 16

found 12 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Albany (ALB)

A private beach, a 24-hour gym, and a restaurant are all featured at this smoke-free lodge. Enjoy the indoor pool and perks like free self parking and free WiFi. You'll appreciate the seasonal outdoor pool, bar/lounge, and laundry facilities.

Surfside On The Lake

per person

Jul 9 - Jul 16

found 12 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Albany (ALB)

This hotel features a private beach and 2 restaurants. Dine at the beachfront restaurant and relax with sun loungers. Enjoy the a rooftop terrace and perks like free self parking.

Lake View Inn

per person

Jul 9 - Jul 16

found 12 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Albany (ALB)

Top Middlefield hotels deals

The Ellery

259 Elm Street, Northampton, MA

Free Cancellation

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This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free continental breakfast each morning. A garden, a lobby fireplace, and a picnic area are also on offer.

Vacation Village in the Berkshires

276 Brodie Mountain Rd, Williamstown, MA

Free Cancellation

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This condo features an outdoor pool and an indoor pool. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks like free self parking and free WiFi.

Pool

Parking included

The Yankee, Trademark Collection by Wyndham

461 Pittsfield Rd, Lenox, MA

Free Cancellation

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This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.

Quality Inn & Suites Northampton - Amherst

117 Conz St, Northampton, MA

Free Cancellation

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This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.

Breakfast included

Parking included

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

190 Meadow Street, South Lee, MA

Free Cancellation

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This hotel features 2 outdoor pools, 2 indoor pools, and a poolside bar. There's fun for all ages with mini golf and a playground, and families will appreciate the picnic area. Enjoy the seasonal outdoor pool and conveniences like a coffee shop and barbecue grills.

Pool

Air conditioning

Quality Inn

372 Main Street, Rte 7 and Main Street, Great Barrington, MA

Free Cancellation

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A gym, free self parking, and free newspapers are featured at this hotel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. A picnic area and barbecue grills are also provided.

Breakfast included

Parking included

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

Skyline Trail

You can take time to visit Skyline Trail during your travels to Middlefield. Stroll along the area's lakeside, or simply savor its charming coffeehouses.

Frequently asked questions

How much are vacation packages to Middlefield?

With vacation packages available from as low as $952, it’s not necessary to wipe out your bank balance for your trip to Middlefield. Travelocity is here to help. Bundle up experiences, flights and hotels into a package and walk away with serious discounts. The more you book, the more you save.

Where can I get the best vacation package deals for Middlefield?

It’s simple — head to Travelocity. With no less than 400 air carriers and 1,000,000 properties worldwide, it’s easy to craft a Middlefield package deal that satisfies your wanderlust.

Why should I purchase my Middlefield vacation bundle via Travelocity?

Savings, support and a stress-free booking are just the beginning. Enjoy a fulfilling travel experience knowing you have access to 24/7 customer support. With the Travelocity Price Match Guarantee, you know you’re getting the best deal available.

Will I save money on my Middlefield car rental if I bundle it with hotels and flights?

Absolutely — bundle your hotel, flight and car into a Middlefield vacation package and you can save plenty. With so many places to explore in the Middlefield area, having your own wheels will make exploring a breeze. Once you’re behind the wheel, turn up the stereo and make your way to Times Square, a top attraction around 120 mi from Middlefield.

Which airport is best for Middlefield?

Bradley Intl. Airport (BDL) is a main hub. You’ll find it around 35 mi southeast of Middlefield. Other options worth checking out are Albany Intl. Airport (ALB) (50 mi away from central Middlefield) and Hartford, CT (HFD-Hartford - Brainard) (45 mi away from central Middlefield).

What is there to do in Middlefield?

Skyline Trail should be at the top of your itinerary. Once you’ve crossed off this famous attraction, simply stroll the streets of Middlefield and learn what really makes this exciting city tick.

Where should I stay when visiting Middlefield?

The NEW! Sunday Farm - 1840’s Whaling Captain’s Estate is the number one choice of many visitors. Book soon before it’s too late.